Holiday rentals in Dundee

New Modern Guest House! Great location. Smoke-Free

New, modern, well located Guest House, with private entrance for your complete privacy; we are 3 minutes away from Port 27, 10 min away from Legoland, 40 min out from the major Parks and one hour from Bush Garden Tampa. One bedroom, one bathroom, living room with kitchenette (No Stove), Hotel Style Suite. Up to 4 guest, room with a queen bed and a sofa bed in the living area. Wi-fi included. Parking for one car. Is a quiet and comfy guest house separated by a door from the rest of the house

Lakehouse 3BR retreat - 7 min to Bella Cosa Venue!

An ideal getaway minutes away from two of Lake Wales most enchanting wedding venues, Bella Cosa, Bok Gardens and Sugar Barn. Nestled in the heart of central Florida, just off Lake Pierce, our newly listed, single-family house offers your large family a spacious stay with three bedrooms, two baths and a private pool to splash and play before or after attending a wedding. Convenient location for the family of the bride or groom. Need more space? Ask about our second location across the canal!

La Casita Redonda (The little round house)

Enjoy a memorable visit when you stay in this unique and historical place in Lake Wales, FL. Constructed in 1936 this home is nestled within a quiet and friendly neighborhood just minutes from the downtown area and just a short walk to Lake Wailes itself. Although the current owner updated the home with practical renovations, the peculiar house still has the character and features from the time it was built, features that once granted it a place among the pages of Ripley’s Believe it or Not.

Garden Cottage at The Garden Gate Bed & Breakfast

At the Garden Gate, a fully licensed and professional bed and breakfast, we hope you will find respite; a quiet place to rest, relax and reconnect. The 1905 Garden Cottage, carefully restored and beautifully appointed, will be your home while you are here. Enjoy the view of the cottage garden and its seasonal vegetables and flowers from your front porch rocking chair. Fresh baked cookies and chocolates will greet you upon arrival and you will enjoy a full gourmet breakfast in the morning.

Lake Rosalie Getaway

Escape the hustle and bustle of life and enjoy a relaxing vacation at our newly remodeled lakefront home in beautiful Lake Wales! Located on peaceful Lake Rosalie, our residence is the perfect isolated getaway, yet still close to popular attractions such as Bok Tower Gardens, Legoland, Lake Kissimmee Park, Westgate River Ranch Rodeo and more! Unique amenities: - Large, upper-story wooden deck - 2 kayaks - Outdoor games, fishing poles - Exercise bike - Office room with printer - New kitchen

Relaxing Retreat |Games, Pizza Oven, Massage Chair

Enjoy the perfect blend of relaxation and entertainment in this completely renovated home. Whether unwinding in the leather reclining sofas, enjoying the massage chair, sipping coffee on the enclosed deck, or gathering around the outdoor bonfire, this home offers a cozy escape for families and friends. We have a beautiful kitchen with drip and Kurig coffee provided. A Webber grill + wood pizza over! We have a large game barn with retro video games, putt putt, basketball, darts, and foosball.

*This must be THE PLACE FL*

Your place away from home! Have fun with the whole family at this unique and stylish place. You'll have everything you need to relax and recharge. It is located less than 10 mins away from Legoland, restaurants and convenience stores. This house offer 3 BR and 2 full BA as well as a fully-equipped kitchen. All bedrooms include TV, dresser, closet and memory foam mattress. The Master bedroom has a queen bed, and the other two bedrooms have full size beds. There is wifi and parking available.

Private Poolside Villa

Lovely, private, poolside villa. The apartment is inside a completely enclosed, block walled pool deck. It provides privacy & your own personal oasis! Due to the proximity to the pool, my place is best suited for adults. I will only host young ones 13 & older that are proficient swimmers. The apartment is behind my personal home with no connecting doors. I live in a centralized location. I am within walking distance to restaurants, park, arcade, gym & library.

2 - Ships Ahoy Bungalow 2 bed/2 bath - Unit 17

Florida’s lakes and biggest attractions are calling you and your family to stay at this vacation rental in Winter Haven! From Legoland and Disney World to the famous Chain of Lakes and golf courses galore, this charming home in Cypress Inlet is minutes from it all. Take your boat out on Lake Eloise, through a private canal right outside the home, or take the kiddos to SeaWorld, a short drive away, before returning to this 2-bedroom 2-bath home.

Cute & Cozy in Winter Haven, Florida

The guesthouse Cute & Cozy is private yet adjacent to the main house (owner lives) and has its own entrance. Located in central Florida, between Orlando and Tampa; 3 miles from Legoland, 5-10 minute walk from shopping and restaurants on Cypress Gardens Blvd. The Cute & Cozy is also in a great location from Florida's amazing beaches, just under 2 hours east or west. Maybe an hour drive to Disney, SeaWorld and Universal (depends traffic)

Hidden Gem - Hot Tub/ Fire pit/Hammock/Grill Area

Take it easy at this unique and tranquil getaway. Come and enjoy a piece of heaven with friends and family. Take a soak on the hot tub, fire up the grill, make some smores on the fire, sit back and relax. Close to lakes and state parks. Bring your boat or rent our available kayaks to have a great day at Lake Pierce less than a mile away. Drive 45Mins to Disney and 20mins to Legoland. We'll see you soon! Events Available upon request.

Million-Dollar Sunsets Included

The best part of this cottage is the lakeside setting on Lake Howard, where evenings end with truly unforgettable sunsets. The space is fully furnished, quiet, and intentionally designed with soft pink, feminine details that feel cozy, calming, and welcoming. Guests love the walkable downtown location, the peaceful atmosphere despite being close to everything, and the convenience of being less than a mile from Winter Haven Hospital.